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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Castel San Gimignano holiday rentals

Exterior

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
La casa di Jakin | Terrace/patio

Residence in Casole d'Elsa

Tenuta Cantona
Tenuta Cantona
2 outdoor pools, pool umbrellas, pool loungers

Villa in Lajatico

La Lunaria di Lajatico
The price is ฿2,624
฿5,182 total
includes taxes & fees
11 Mar - 12 Mar
La Lunaria di Lajatico
Premium bedding, down duvets, pillow-top beds, minibar

Aparthotel in Sovicille

Tuscasì Aparthotel
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿2,211
฿2,913 total
includes taxes & fees
14 Mar - 15 Mar
Tuscasì Aparthotel
Property grounds

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B
Free daily buffet breakfast

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Exterior detail

Aparthotel in San Gimignano City Centre

La Casa di Ines
9.6 out of 10, Exceptional, (8 reviews)
"Love this town. Location is great "
United States
William
The price is ฿2,454
฿2,885 total
includes taxes & fees
10 Mar - 11 Mar
La Casa di Ines
Garden

Townhouse in Palaia

Antica Dimora Leones
9.0 out of 10, Wonderful, (16 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
Antica Dimora Leones
Breakfast meal

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (194 reviews)
"Great location"
United Kingdom
Mina
B&B Il Corso
Exterior

Townhouse in San Casciano in Val di Pesa

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
9.4 out of 10, Exceptional, (25 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is ฿3,163
฿3,628 total
includes taxes & fees
22 Mar - 23 Mar
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Reception

Townhouse in Colle di Val d'Elsa

Sportland
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Room amenity

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (429 reviews)
"Nice place!"
United States
Pavel
The price is ฿3,240
฿3,712 total
includes taxes & fees
10 Mar - 11 Mar
Siena Vip
View from property

Townhouse in Barberino Tavarnelle

Antica Pieve B&B
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is ฿3,030
฿4,222 total
includes taxes & fees
10 Mar - 11 Mar
Antica Pieve B&B
Interior detail

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ฿3,160
฿3,624 total
includes taxes & fees
10 Mar - 11 Mar
La Coroncina Lodging
Villa, Air conditioning, Courtyard View | Exterior

Villa in Monteriggioni

Villa Montecastello
The price is ฿9,415
฿10,468 total
includes taxes & fees
15 Mar - 16 Mar
Villa Montecastello
Tasting room

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (199 reviews)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Food court

Residence in Monteriggioni

Antico Borgo Poggiarello
2.0 star property
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is ฿8,181
฿9,110 total
includes taxes & fees
27 Mar - 28 Mar
Antico Borgo Poggiarello
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

Townhouse in San Gimignano City Centre

B&B Palazzo Tortoli
9.2 out of 10, Wonderful, (61 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
B&B Palazzo Tortoli
Terrace/patio

Townhouse in Sovicille

Casa di Campagna in Toscana
9.4 out of 10, Exceptional, (21 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana
Double Room (Ginevra) | View from room

Townhouse in Siena City Centre

A Casa Mastacchi
7.8 out of 10, Good, (25 reviews)
"Pleasant place"
France
Claude
The price is ฿3,312
฿3,791 total
includes taxes & fees
10 Mar - 11 Mar
A Casa Mastacchi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castel San Gimignano Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising. "
Xiaotao 2-night trip
Posted 21 hours ago
Hotel Italia

Find out more about Castel San Gimignano

Search for holiday rentals in Castel San Gimignano on Expedia! You can easily find your home rentals, villas, holiday apartments in Castel San Gimignano using one of the methods below:

  • View our selection of featured holiday rentals in Castel San Gimignano
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Look no further and take a look at our great range of rental properties in Castel San Gimignano!

Frequently asked questions

Can I find a holiday rental in Castel San Gimignano?

Yes, there are holiday rentals close to the most popular sights in Castel San Gimignano, or you can select a more secluded option if you're looking for a relaxing stay. Castel San Gimignano is known for its coffee shops and local tours. Make sure you have time to check out the wineries while you're in the area.

How many holiday rentals will I find in Castel San Gimignano?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Castel San Gimignano stay.

What can I see and do in Castel San Gimignano?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. In the wider area, you’ll find Sovestro in Poggio Winery and Piazza della Cisterna.

What are holiday rentals like in Castel San Gimignano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castel San Gimignano. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.